1H-imidazole-2-carbaldehyde → HCID 58345795, 화합물

HRID 2080771노트

반응식

HRID 2080771 반응식
[CH2:1]([N:4]([CH2:8][C:9]1[CH:10]=[C:11]([C:15]2[N:16]([CH3:26])[C:17]3[CH:23]=[C:22]([CH:24]=O)[CH:21]=[CH:20][C:18]=3[N:19]=2)[CH:12]=[CH:13][CH:14]=1)[CH2:5][CH2:6][CH3:7])[CH2:2][CH3:3].[CH3:27][N:28]1[CH:32]=[CH:31][N:30]=[C:29]1[CH2:33][NH2:34].C([BH3-])#N.[Na+].[NH:39]1[CH:43]=[CH:42][N:41]=[C:40]1[CH:44]=O>CO.C(O)(=O)C>[NH:39]1[CH:43]=[CH:42][N:41]=[C:40]1[CH2:44][N:34]([CH2:24][C:22]1[CH:21]=[CH:20][C:18]2[N:19]=[C:15]([C:11]3[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=3)[CH2:8][N:4]([CH2:5][CH2:6][CH3:7])[CH2:1][CH2:2][CH3:3])[N:16]([CH3:26])[C:17]=2[CH:23]=1)[CH2:33][C:29]1[N:28]([CH3:27])[CH:32]=[CH:31][N:30]=1

참가 물질

7

반응물 4

HCID 249551H-imidazole-2-carbaldehydeHCID 533842(1-methyl-1H-imidazol-2-yl)methanamineHCID 5003444Sodium cyanoborohydrideHCID 23155582HCID 23155582, 화합물

생성물 1

HCID 58345795HCID 58345795, 화합물수율 54.6%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

The compound (31.2 mg) obtained in Example 18-6 was dissolved in methanol (1.0 ml) and added with acetic acid (30 μl) and 1-methyl-2-aminomethylimidazole (15.4 mg), and the whole was stirred at room temperature for 2 hours. Sodium cyanoborohydride (22.7 mg) was added thereto and the whole was stirred at room temperature for 15 hours. Furthermore, 2-imidazole carboxaldehyde (18.0 mg) was added thereto and the whole was stirred at room temperature for 18 hours. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in chloroform, washed with a saturated aqueous sodium hydrogen carbonate solution and a saturated saline solution, and dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure. The residue was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining a hydrochloride (25.6 mg) of the subject compound as a white solid.

후처리

  1. stirringthe whole was stirred at room temperature for 15 hours
  2. stirringthe whole was stirred at room temperature for 18 hours
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off under reduced pressure
  5. dissolutionThe residue was dissolved in chloroform
  6. washwashed with a saturated aqueous sodium hydrogen carbonate solution
  7. dry with materiala saturated saline solution, and dried with anhydrous sodium sulfate
  8. filtrationAfter filtration
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe residue was purified through silica gel column chromatography (chloroform/methanol)
  11. additiontreated with hydrochloric acid

출처 및 근거

ORD 기록
ord-672648bf983a481fa0958a161b58a86d
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932281B2

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